The superacid induced condensation of quinolinecarboxaldehydes with arenes

Authors
Klumpp, DA Jones, A Lau, S de Leon, S Garza, M
Citation
Da. Klumpp et al., The superacid induced condensation of quinolinecarboxaldehydes with arenes, SYNTHESIS-S, (8), 2000, pp. 1117-1120
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
8
Year of publication
2000
Pages
1117 - 1120
Database
ISI
SICI code
0039-7881(200007):8<1117:TSICOQ>2.0.ZU;2-G
Abstract
A variety of quinolinecarboxaldehydes have been reacted with arenes in the Bronsted superacid, CF3SO3H (triflic acid) to give condensation products in good to excellent yields (52-99%). The quinolinecarboxaldehydes are signif icantly more reactive than 2-naphthalenecarboxaldehyde. It is proposed that the increased reactivity is due to the formation of dicationic, electrophi lic intermediates.